945266-35-3

Upstream product

• 74-88-4 methyl iodide 
• 147458-70-6 (E)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-octa-1,6-dien-3-ol 
• 473313-00-7 (E)-tert-butyl((5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-yl)oxy)dimethylsilane 
• 147458-56-8 (4E,8E)-10-(tert-butyldimethylsilyloxy)-4,8-dimethyldeca-4,8-dienal 

Downstream Products

• 945266-07-9 tert-butyl ((2R,3R)-3-(2-((2R,3R)-3-(4-methoxy-5,5-diphenylpentyl)-3-methyloxiran-2-yl)ethyl)-3-methoxyoxiran-2-yl)methyl carbonate 
• 945266-05-7 tert-butyl ((2S,3S)-3-(2-((2R,3R)-3-(4-methoxy-5,5-diphenylpentyl)-3-methyloxiran-2-yl)ethyl)-3-methoxyoxiran-2-yl)methyl carbonate 

Relevant academic research and scientific papers

An experimental and computational approach to defining structure/reactivity relationships for intramolecular addition reactions to bicyclic epoxonium ions

In this manuscript we report that oxidative cleavage reactions can be used to form oxocarbenium ions that react with pendent epoxides to form bicyclic epoxonium ions as an entry to the formation of cyclic oligoether compounds. Bicyclic epoxonium ion structure was shown to have a dramatic impact on the ratio of exo- to endo-cyclization reactions, with bicyclo[4.1.0] intermediates showing a strong preference for endo-closures and bicyclo[3.1.0] intermediates showing a preference for exo-closures. Computational studies on the structures and energetics of the transition states using the B3LYP/6-31G(d) method provide substantial insight into the origins of this selectivity.